Book Holiday Homes in Cheboygan

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Cheboygan

Ski-In/Ski-Out Chalet at the Top of The Highlands!

Ski-In/Ski-Out Chalet at the Top of The Highlands!

Harbor Springs
Located in Harbor Springs, Ski-In/Ski-Out Chalet at the Top of The Highlands! is a 5-minute drive from Heather Golf Course at Boyne Highlands and 7 minutes from ...
Ski-In/Ski-Out Chalet at the Top of The Highlands!
200 steps to the waters edge of Burt lake and 5 min. to 3 public boat launches.

200 steps to the waters edge of Burt lake and 5 min. to 3 public boat launches.

Indian River
With a stay at this vacation home in Indian River, you'll be within a 5-minute walk of Devoe Beach and Burt Lake.
200 steps to the waters edge of Burt lake and 5 min. to 3 public boat launches.
7 miles to the ski hills! Close to Petoskey & Crooked Lake boat launch. A Gem!

7 miles to the ski hills! Close to Petoskey & Crooked Lake boat launch. A Gem!

Petoskey
With a stay at this vacation home in Petoskey, you'll be within a 10-minute drive of Lake Michigan and Crooked Lake.
7 miles to the ski hills! Close to Petoskey & Crooked Lake boat launch. A Gem!
Save an average of 15% on thousands of hotels when you're signed in
Walk To The Lake, Beach, Indoor Waterpark And Downtown

Walk To The Lake, Beach, Indoor Waterpark And Downtown

Mackinaw City
When you stay at this vacation home in Mackinaw City, you'll be on a lake, just steps from Lake Huron and 14 minutes by foot from Mackinaw City Ferry ...
Walk To The Lake, Beach, Indoor Waterpark And Downtown
Near Ski Resorts: Harbor Springs Home w/ Fire Pit!

Near Ski Resorts: Harbor Springs Home w/ Fire Pit!

Harbor Springs
With a stay at this vacation home in Harbor Springs (Birchwood Farms), you'll be within a 10-minute drive of Lake Michigan and Tunnel of Trees.
Near Ski Resorts: Harbor Springs Home w/ Fire Pit!
Makwa North in St Ignace – God’s Country by Mackinac Island

Makwa North in St Ignace – God’s Country by Mackinac Island

St. Ignace
With a stay at this vacation home in St Ignace, you'll be within a 15-minute drive of Lake Michigan and Lake Huron.
Makwa North in St Ignace – God’s Country by Mackinac Island
Gorgeous remodeled home in Harbor Springs with Hot tub

Gorgeous remodeled home in Harbor Springs with Hot tub

Harbor Springs
With a stay at this vacation home in Harbor Springs, you'll be within a 10-minute drive of Lake Michigan and Tunnel of Trees.
Gorgeous remodeled home in Harbor Springs with Hot tub
Family and Friends 4 Bedroom Newer Vacation Home

Family and Friends 4 Bedroom Newer Vacation Home

Petoskey
With a stay at this vacation home, you'll be centrally located in Petoskey, within a 5-minute drive of Lake Michigan and Bear River.
Family and Friends 4 Bedroom Newer Vacation Home
Cheboygan’s Bellant Street Bungalow - Northern Michigan Destination Hotspot!

Cheboygan’s Bellant Street Bungalow - Northern Michigan Destination Hotspot!

Cheboygan
The price is AU$285 per night from 24 Feb to 25 Feb
AU$285
includes taxes & fees
24 Feb - 25 Feb
Located in Cheboygan, this vacation home is within a 5-minute drive of Cheboygan Marina and Cheboygan Opera House.
Cheboygan’s Bellant Street Bungalow - Northern Michigan Destination Hotspot!
Don't see what you're looking for?
See all available properties in Cheboygan
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cheboygan Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cheboygan vacation homes are the perfect way for you to wing it.

Holiday houses in Cheboygan let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cheboygan in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cheboygan adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cheboygan with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cheboygan vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cheboygan Holiday Homes essential information

Accommodation
337 Holiday Homes
Lowest Price
AU$158
Highest Price
AU$285
Popular accommodation
Ski-In/Ski-Out Chalet at the Top of The Highlands!, 200 steps to the waters edge of Burt lake and 5 min. to 3 public boat launches., 7 miles to the ski hills! Close to Petoskey & Crooked Lake boat launch. A Gem!, Walk To The Lake, Beach, Indoor Waterpark And Downtown, Near Ski Resorts: Harbor Springs Home w/ Fire Pit!, Makwa North in St Ignace – God’s Country by Mackinac Island, Gorgeous remodeled home in Harbor Springs with Hot tub, Family and Friends 4 Bedroom Newer Vacation Home, Cheboygan’s Bellant Street Bungalow - Northern Michigan Destination Hotspot!

Top trending hotels in Cheboygan

Best Western River Terrace

Best Western River Terrace

2.5 out of 5
847 South Main St., Cheboygan, MI
Fully refundableReserve now, pay when you stay
The price is AU$218 per night from 24 Feb to 25 Feb
AU$218
includes taxes & fees
24 Feb - 25 Feb
With a stay at Best Western River Terrace in Cheboygan, you'll be within a 10-minute drive of Lake Huron and Cheboygan Opera House.
Best Western River Terrace
Cheboygan’s Bellant Street Bungalow - Northern Michigan Destination Hotspot!

Cheboygan’s Bellant Street Bungalow - Northern Michigan Destination Hotspot!

Cheboygan
The price is AU$285 per night from 24 Feb to 25 Feb
AU$285
includes taxes & fees
24 Feb - 25 Feb
Located in Cheboygan, this vacation home is within a 5-minute drive of Cheboygan Marina and Cheboygan Opera House.
Cheboygan’s Bellant Street Bungalow - Northern Michigan Destination Hotspot!
Private, beachfront Cottage, wifi.

Private, beachfront Cottage, wifi.

Cheboygan
When you stay at this cottage in Cheboygan, you'll be on the beach, within a 15-minute drive of Lake Huron and Mackinaw City Ferry Terminal.
Private, beachfront Cottage, wifi.
Save an average of 15% on thousands of hotels when you're signed in
Hamilton Inn Select Beachfront Mackinaw City

Hamilton Inn Select Beachfront Mackinaw City

3 out of 5
701 S Huron Avenue, Mackinaw City, MI
Fully refundableReserve now, pay when you stay
The price is AU$158 per night from 24 Feb to 25 Feb
AU$158
includes taxes & fees
24 Feb - 25 Feb
When you stay at Hamilton Inn Select Beachfront Mackinaw City in Mackinaw City, you'll be on the beach, within a 10-minute walk of Mackinaw City Ferry Terminal ...
Hamilton Inn Select Beachfront Mackinaw City
Don't see what you're looking for?
See all available properties in Cheboygan
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.